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    • 2. 发明授权
    • Derivatives of pyrimido[6.1-a]isoquinolin-4-one
    • 嘧啶并[6.1-a]异喹啉-4-酮的衍生物
    • US06794391B2
    • 2004-09-21
    • US09964260
    • 2001-09-26
    • Alexander William OxfordDavid Jack
    • Alexander William OxfordDavid Jack
    • A61K31505
    • C07D471/04
    • The invention provides compounds or salts thereof of the general formula (I): wherein each of R1 and R2 independently represents a C1-6 alkyl or C2-7 acyl group; X represents OCH2 or a group CR3R4; wherein each of R3 or R4 independently represents a hydrogen atom or a C1-3 alkyl group; R5 represents a hydrogen atom or a C1-3 alkyl, C2-3 alkenyl or C2-3 alkynyl group; R6 represents a hydrogen atom or a C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, amino, C1-6 alkylamino, di(C1-6) alkylamino or C2-7 acylamino group; each of R7 and R8 independently represents a hydrogen or halogen atom or a hydroxy, trifluoromethyl, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C2-7 acyl, C1-6 alkylthio, C1-6 alkoxy, C3-6 cycloalkyl; and R9 represents a hydrogen or halogen atom or a hydroxy, trifluoromethyl, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C2-7 acyl, C1-6 alkylthio, C1-6 alkoxy or C3-6 cycloalkyl group. The compounds or salts thereof are useful for treatment of respiratory disorders such as asthma. Compounds of the invention have a longer duration of action than the known compound trequinsin (9,10-dimethoxy-3 methyl-2-mesitylimino-2,3,6,7-tetrahydro-4-H-pyrimido[6,1-a]isoquinolin-4-one).
    • 本发明提供了通式(I)的化合物或其盐:其中R 1和R 2各自独立地表示C 1-6烷基或C 2-7酰基; X表示OCH 2或基团CR 3 R 4; 其中R 3或R 4各自独立地表示氢原子或C 1-3烷基; R 5表示氢原子或C 1-3烷基,C 2-3烯基或C 2-3炔基; R 6表示氢原子或C 1-6烷基,C 2-6烯基,C 2-6炔基,氨基,C 1-6烷基氨基,二(C 1-6)烷基氨基或C 2-7酰氨基; R 7和R 8中的每一个独立地表示氢或卤素原子或羟基,三氟甲基,C 1-6烷基,C 2-6烯基,C 2-6炔基,C 2-7酰基,C 1-6烷硫基,C 1 -6烷氧基,C3-6环烷基; 并且R 9表示氢或卤素原子或羟基,三氟甲基,C 1-6烷基,C 2-6烯基,C 2-6炔基,C 2-7酰基,C 1-6烷硫基,C 1-6烷氧基或C 3-6 环烷基。 其化合物或其盐可用于治疗呼吸系统疾病如哮喘。 本发明化合物的作用时间长于已知的化合物叶绿素(9,10-二甲氧基-3甲基-2-新三甲基-2,3,6,7-四氢-4H-嘧啶并[6,1-a ]异喹啉-4-酮)。
    • 3. 发明申请
    • Derivatives of pyrimido[6, 1-A]isoquinolin-4-one
    • US20080206163A1
    • 2008-08-28
    • US12150232
    • 2008-04-24
    • Alexander William OxfordDavid Jack
    • Alexander William OxfordDavid Jack
    • A61K9/12C07D471/04A61K31/519
    • C07D471/04
    • Compounds of general formula (I) wherein each of R1 and R2 independently represents a C1-6 alkyl or C2-7 acyl group; R5 represents a hydrogen atom or a C1-3 alkyl, C2-3 alkenyl or C2-3 alkynyl group; R6 represents a hydrogen atom or a C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, amino, C1-6 alkylamino, di(C1-6) alkylamino or C2-7 acylamino group; each of R7 and R8 independently represents a hydrogen or halogen atom or a hydroxy, trifluoromethyl, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C2-7 acyl, C1-6 alkythio, C1-6 alkoxy, C3-6 cycloalkyl; and R9 represents a hydrogen or halogen atom or a hydroxy, trifluoromethyl, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C2-7 acyl, C1-6 alkythio, C1-6 alkoxy or C3-6 cycloalkyl group; X represents OCH2 or a group CR3R4, wherein each of R3 and R4 independently represents a hydrogen atom or a C1-3 alkyl group; each of R10 and R11 independently represents a hydrogen atom, a C1-3 alkyl, C3-6 cycloalkyl or phenyl group; y represents an oxygen atom or a group CHNO2, NCN, NH or NNO2, n is an integer from 2 to 4; or a salt thereof; are useful for treatment of respiratory disorders such as asthma. Compounds of the invention have a longer duration of action than the known compound trequinsin (9,10-dimethoxy-3-methyl-2-mesitylimino-2,3,6,7-tetrahydro-4H-pyrimido[6,1-a]isoquinolin-4-one) and do not have trequinsin's very bitter taste.
    • 4. 发明授权
    • Derivatives of pyrimido[6,1-a]isoquinolin-4-one
    • US07105663B2
    • 2006-09-12
    • US10786650
    • 2004-02-24
    • Alexander William OxfordDavid Jack
    • Alexander William OxfordDavid Jack
    • C07D239/00C07D487/00C07D471/00C07D498/00C07D453/00C07D455/00
    • C07D471/04
    • Compounds of general formula (I) wherein each of R1 and R2 independently represents a C1-6 alkyl or C2-7 acyl group; R5 represents a hydrogen atom or a C1-3 alkyl, C2-3 alkenyl or C2-3 alkynyl group; R6 represents a hydrogen atom or a C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, amino, C1-6 alkylamino, di(C1-6)alkylamino or C2-7 acylamino group, each of R7 and R8 independently represents a hydrogen or halogen atom or a hydroxy, trifluoromethyl, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C2-7 acyl, C1-6 alkythio, C1-6 alkoxy, C3-6 cycloalkyl; and R9 represents a hydrogen or halogen atom or a hydroxy, trifluoromethyl, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C2-7 acyl, C1-6 alkythio, C1-6 alkoxy or C3-6 cycloalkyl group; X represents OCH2 or a group CR3R4, wherein each of R3 and R4 independently represents a hydrogen atom or a C1-3 alkyl group; each of R10 and R11 independently represents a hydrogen atom, a C1-3 alkyl, C3-6 cycloalkyl or phenyl group; y represents an oxygen atom or a group CHNO2, NCN, NH or NNO2, n is an integer from 2 to 4; or a salt thereof; are useful for treatment of respiratory disorders such as asthma. Compounds of the invention have a longer duration of action than the known compound trequinsin (9,10-dimethoxy-3-methyl-2-mesitylimino-2,3,6,7-tetrahydro-4H-pyrimido[6,1-a]-isoquinolin-4-one) and do not have trequinsin's very bitter taste.